Research Article: 7-Chloro-4-[(E)-2-(3,4,5-trimeth­oxy­benzyl­idene)hydrazin-1-yl]quinoline

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Marcelle de Lima Ferreira, Marcus V. N. de Souza, Solange M. S. V. Wardell, Edward R. T. Tiekink, James L. Wardell.


In the title compound, C19H18ClN3O3, the r.m.s. deviation through the 23 non-H and non-meth­oxy atoms is 0.088 Å, indicating a planar mol­ecule with the exception of the meth­oxy groups. One meth­oxy group, surrounded on either side by the other meth­oxy groups, is almost normal to the benzene ring to which it is connected [C—O—Car—Car torsion angle = 81.64 (15)°]. In the crystal, N—H⋯O, C—H⋯O and π–π inter­actions [between quinoline residues; centroid–centroid distance = 3.4375 (8) Å] link mol­ecules into a three-dimensional architecture.

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For the biological activity, including anti-tubercular and anti-tumour activity, of compounds containing the quinolinyl nucleus, see: de Souza et al. (2009 ▶); Candea et al. (2009 ▶); Montenegro et al. (2012 ▶). For related structures, see: Howie et al. (2010 ▶); de Souza et al. (2010 ▶, 2012 ▶).